Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
 

Chilmark Vacation Rentals

info & map

Chilmark, along with West Tisbury and Aquinnah, is often referred to as “up-island.” This town is known for its rolling meadows, stone walls, and one of the Island’s finest beaches, Lucy Vincent Beach.

isitors are enchanted by the rustic charm of Menemsha, the classic New England fishing village on the east coast of Menemsha Pond and adjacent to the opening to Vineyard Sound. It was here that location footage for the >... more info and map.

Power Search

  

In a hurry? Use our Power SearchPower Search by date, price, amenities, and sift through 38 listings in seconds! to find in seconds what you want, when you want it, and within your budget!

  
By Property ID:

 

38 Vacation Properties in Chilmark    sleeping 12, 11, 10, 9, 8, 7, 6, 5, 4, 2

Location Price Description (click blue title for more...) Sleeps BRs Baths
Chilmark vacation rentals that sleep 12  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$8,500 - $9,500/week,
Off Season:
$5,000 - $9,500/week,

Newly Renovated with Private Beach Access

Recently renovated in 2007. A beautiful contemporary country home with painted wood floors, a whole wall of french doors with views of the ocean. Enjoy the smell and sounds of the ocean off of the expansive deck. This house is open and airy, full of light. Great views with a private walking path to ....
Distance to beach: 3/10M to pond then a quick paddle to private beach
Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 1 year, 6 months

Property ID# 14359, Listed by: Conroy & Company

12 4 4
Chilmark vacation rentals that sleep 11  

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$3,750 - $4,750/week,

Remote Ocean Meadow New England House

Incomparable, remote location on meadow between Chilmark Pond and ocean. House on 6 acres surrounded by hundreds of acres of protected nature reserve. Many believe this is literally the most beautiful setting on the Vineyard. Abundant bird life including wild swan, marsh hawk and osprey. Sweepi....
Distance to beach: Hancock Beach 1/2 mile along pond
Key amenities: on salt water, deck/porch/patio, outdoor shower, washer&dryer, linens included, TV, VCR or DVD, fireplace, pets considered
Time active on this website: 6 years, 6 months

Property ID# 5258, Listed by: Joshua

11 4 2
Chilmark vacation rentals that sleep 10  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,000 - $6,000/week,
Off Season:
$2,000 - $3,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Chilmark Home on Private Beach

If you've never been to Martha's Vineyard in the fall, we think you're really missing out. In September and October the beaches are beautiful and the tourists are mostly gone, and the island feels more like home than ever. Let this be the year you experience the island in its most perfect season! ....
Distance to beach: 2/10 of a mile to Stonewall Beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 5 months

Property ID# 17334, Listed by: the Owner

10 5 2
Owner Special: Book now and get two June weeks for the price of one!

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$3,900 - $5,900/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sprawling Space With Charm and Privacy in Exclusive Location

This ingeniously designed 3500 sq ft family home is ideal for an extended family. Beautifully situated in 4 acres of private lawn and woods in exclusive Prospect Hill, it's just walking distance from Menemsha Beach and Fishing Village. Rental includes Association Tennis privileges and access to priv....
Distance to beach: 1 mile to Menemsha Beach
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, smoking permitted
Time active on this website: 7 years, 7 months

Property ID# 3916, Listed by: Cathy Gins

10 5 4

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$12,500 - $13,500/week,

Highmark Waterview Estate with Poolhouse

Stunning contemporary set in the Chilmark hills with views over the Atlantic Ocean and Squibnocket Point in the distance. Newly constructed with every detail attended to, this state of the art residence was just featured on Home Garden Television. Gourmet kitchen, two beachstone fireplaces, gunite p....
Distance to beach: 1.5 mile
Key amenities: view of salt water, deck/porch/patio, pool, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace
Time active on this website: 4 years, 1 month

Property ID# 4782, Listed by: Conroy & Company

10 5 6

Chilmark

Chilmark Martha's Vineyard vacation rental
New as of 10/14/2009  

Summer:
$7,500 - $8,500/week,
Off Season:
$4,500 - $6,500/week,

Chilmark Contemporary House and Guest House on Menemsha Pond

Tastefully refurbished contemporary house and guest house. Recently upgraded with new furniture and new appliances, windows, flat screened TV, etc. The adorable guest house is perfect for the au pair or mother in law. The compound sits at the edge of Menemsha Pond with outstanding views from the liv....
Distance to beach: 5 Minute walk down path to sandy beach on pond
Key amenities: on salt water and fresh water, walk to a salt water beach and walk to a fresh water beach, boat dock, deck/porch/patio, outdoor shower, hot tub, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: Less than a month

Property ID# 17922, Listed by: Conroy & Company

10 5 3
Chilmark vacation rentals that sleep 9  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$8,500 - $11,000/week,
Off Season:
$6,000 - $8,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Snapping Turtle Farm

Snapping Turtle Farm is a mission style home situated on 20 acres just above Squibnocket Pond with sweeping views of the ocean and Noman's Land Island beyond. The house was completed in 2002 with beautiful fir paneling and wainscoting throughout. The chef's kitchen is roomy to accommodate sous che....
Distance to beach: 1/2 mile to Squibnocket beach
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 5 years, 5 months

Property ID# 7583, Listed by: Wendy Weldon

9 5 3
Owner Special: Time to book your 2010 vacation at Snapping Turtle Farm. Call for specials.

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$7,000 - $9,000/week,
Off Season:
$2,500 - $6,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Nocket Downs, located in Blacksmith Valley

Nocket Downs is located in beautiful Blacksmith Valley with private access to two ponds and a beach in Aquinnah. This spacious year-round family home is cozy and inviting. It has lots of open living areas, including a generous family room and studio and a huge deck. The views of Squibnocket Pond a....
Distance to beach: 10 min. walk/Squibnocket, 2 mi/pvt. Aquinnah Beach
Key amenities: on salt water, walk to a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 4 years, 10 months

Property ID# 8790, Listed by: Wendy Weldon

9 5 2.5

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$4,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Contemporary Living at Martha's Vineyard

This comfortable contemporary home includes a key to a private beach and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the common areas bring the outdoors inside with spectacular sunshine and sweeping views. Privacy in th....
Distance to beach: One mile
Key amenities: view of salt water, screened porch, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 3 years, 5 months

Property ID# 6531, Listed by: Tristram Pough

9 5 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$1,000 - $1,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Reduced for July - Quiet, Woodsy Chilmark House

This is the ideal house for two families or you and your extended family. Our house is situated about 100 yards up a country lane off the South Road in Chilmark. Alley’s General Store is one mile to the east, Lucy Vincent Beach is three miles to the west, and another mile brings you to Beetlebung....
Distance to beach: 3 miles to Lucy Vincent Beach
Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 5 months

Property ID# 17346, Listed by: Jeremy Driesen

9 3 2
Chilmark vacation rentals that sleep 8  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$4,000/week,
Off Season:
$2,000 - $3,500/week, $5,000/month,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sweeping Ocean Views

Sit on the deck among the treetops and view the Vineyard Sound and Elizabeth Islands from the North Shore of Martha's Vineyard. Take sunset walks along bluffs of private beach with spectacular ocean view to Gay Head Light House. Spend the day undisturbed on a private beach. Spring Point, 4 b....
Distance to beach: less than 3/10 mile to private association beach
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD
Time active on this website: 9 years, 5 months

Property ID# 2903, Listed by: Bob

8 4 2.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,500 - $4,000/week,
Off Season:
$400/night, $1,200 - $2,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Santuary with Access to Quansoo Beach

Looking for a charming and fun vacation home? Looking for the best beach on the island? You have found it! •Access to private and gated Quansoo Beach, one of the most spectacular and exclusive Vineyard beaches, about 1 mile from the house •House is situated on five private acres off a dirt road....
Distance to beach: 1.5 miles to Quansoo Beach - private, gated
Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD
Time active on this website: 7 years, 11 months

Property ID# 3154, Listed by: Elizabeth Dale

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,750/week,
Off Season:
$3,750/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

4 Bedroom on 5 acres of Chilmark Woodlands

This environmentally sensitive home is nested in the woods of Chilmark, with a beautiful yard and gardens. A professional kitchen, slate floors, granite countertops, two sinks, 6 burner stove, and windows overlooking rolling woods. Screened in porch which easily seats 10 with deck and patio and two ....
Distance to beach: 3 miles to Lucy Vincent Beach 5 miles to Sqibnocke
Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 7 years, 3 months

Property ID# 4390, Listed by: Jan or Rich

8 4 2.5

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$3,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

The Little Gem on Abel's Hill - Panoramic View - Chilmark

Enjoy the quiet of up-Island Martha’s Vineyard. Sunny, Cape-style house with pool set on rise overlooking the Atlantic Ocean has cozy wood paneled living room and large eat-in kitchen, both with fireplaces. The Little Gem is located on a private road with access to private beach and tennis courts. W....
Distance to beach: Approx. 2/10 mile walk to Abel's Hill Beach
Key amenities: view of salt water, walk to a salt water beach, pool, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, handicap accessibility
Time active on this website: 6 years, 5 months

Property ID# 5312, Listed by: Rebecca

8 4 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$1,500 - $2,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Cozy Living with Panoramic View

Enjoy all the splendor of Vineyard living in this cozy, yet comfortable house, basking in an ambiance of the past. This is a classic 60's Vineyard cottage with character and a dramatic setting. The view of the ocean across upper Chilmark Pond is breathtaking, be it on a sunny day or moonlit evenin....
Distance to beach: one mile
Key amenities: view of salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace
Time active on this website: 3 years, 9 months

Property ID# 10748, Listed by: Brain Pesch or Barbara Pesch

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Cobbs Hill Road, Chilmark, Waterfront, Tisbury Great Pond

Adjacent to Blue Heron Farm. Spacious, open, light filled and airy. Master bedrooms with pond view on each floor. Beautiful home with 750 feet pond frontage. View to the opening at Quansoo Beach. On private road within walking or biking distance to Alley's General Store, Farmer's Market, library an....
Distance to beach: Boat 10 min. Walk 20 minutes. Drive
Key amenities: on water, boat dock, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 4 months

Property ID# 17570, Listed by: Michele Winnington

8 4 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$9,000/week,
Off Season:
$9,000/week,

New Custom Crafted Home with Pool

Set high on a hill overlooking Menemsha Pond, Vineyard Sound and the outer Islands. Waterviews from every window. This custom crafted vineyard residence is surrounded by shady oaks, sloping lawns and mature plantings. Through the wall of sliding doors, the in-ground heated pool shimmers beyond the m....
Distance to beach: 1/4 M to Quitsa Pond, 3/4 M to Squibnocket Beach
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 1 year, 11 months

Property ID# 14362, Listed by: Conroy & Company

8 4 4

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$3,000 - $4,000/week,

Walk To Private Beach

First time on the rental market, this oceanview house has a relaxed and beachy feeling. A beautiful light filled contemporary home, what the Vineyard is all about! Private yard with peeks of the ocean from the two ample sized decks. Set privately in a beach side association within walking distance ....
Distance to beach: 1/8 mile to Stonewall Association Beach
Key amenities: on a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 1 year

Property ID# 16049, Listed by: Conroy & Company

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,750 - $6,500/week,
Off Season:
$2,500 - $3,250/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Windfall

This Chilmark property is truly a sight to see, stay, and come back to again and again. Nestled atop 4 ½ acres with panoramic Atlantic Ocean views, the home is only a short canoe ride across Chilmark Pond to the soft, sandy, and alluring Lucy Vincent Beach. The home itself offers four sets of slidi....
Distance to beach: Brief walk & quick canoe ride to Lucy Vincent Beac
Key amenities: view of fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 3 years, 5 months

Property ID# 12106, Listed by: Kris Trauernicht

8 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,000 - $4,300/week,
Off Season:
$2,750 - $3,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Very Comfortable, Roomy Three Bedroom Home

Fully equipped house on three acres surrounded on three sides by the Fulling Mill Conservation land. Situated among trees with view of meadow and old stone walls. Quiet, private neighborhood. Access to Lucy Vincent Beach is available from second property on Upper Chilmark Pond where parking and a ca....
Distance to beach: 2.5 miles by road or one mile walking through cons
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 1 year, 1 month

Property ID# 15956, Listed by: John and Caroline Moore.

8 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$70 - $200/night, $475 - $1,300/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Secluded Unique Natural Vacation House

Located at end of a dead end dirt rd on 1.5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, living room, bathroom with antique clawfoot bathtub & w/d, & 2 decks. Second floor has 2 bedrooms with ha....
Distance to beach: Three miles to Lucy Vincent Beach - 10 min drive
Key amenities: deck/porch/patio, outdoor shower, washer&dryer
Time active on this website: 7 years, 3 months

Property ID# 4383, Listed by: Don and Jean Murray

8 2 1
Chilmark vacation rentals that sleep 7  

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$500 - $1,500/week, $1,000 - $4,000/month,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

former (“Cape Higgin”) Schoolhouse

Right after leaving W. Tisbury & near Tea Lane (Revolutionary War landmark): * 3 bedrooms, all together 5 beds, sleeping 7 -- 1 w/ 2 vertical bunks & a single, 1 w/ queen, & 1 w/ double-size; * large living room/dining area; * one bathroom, with tub/shower -- plus outdoor shower; * fully-equip....
Distance to beach: 2-3 miles, see above
Key amenities: outdoor shower, A/C units, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, handicap accessibility
Time active on this website: 1 year, 10 months

Property ID# 13511, Listed by: Jody Newman

7 3 1

Chilmark, Ma.

Chilmark, Ma. Martha's Vineyard vacation rental

Summer:
$9,000 - $9,600/month,
Off Season:
$1,900/week, $5,000 - $8,000/month,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Contemporary House with Pool and Tennis Court

Hidden on top of a knoll off Middle Road, this 3 bedroom, 3 bath, home sleeps 3 couples or 7 people (3 double beds) (2 master bedrooms). Perfect for 3 couples, it offers an open concept, spacious living room/dining room and kitchen. There is a beautiful screened porch and deck overlooking a field....
Distance to beach: < 2 miles to Lucy Vincent & Squibnocket Beaches
Key amenities: view of salt water, screened porch, deck/porch/patio, pool, outdoor shower, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 2 months

Property ID# 17764, Listed by: Nancy

7 3 3
Owner Special: Brand-new listing! Be the first to rent at the super-low September price of $1900!
Chilmark vacation rentals that sleep 6  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,400 - $2,600/week,
Off Season:
$2,200 - $2,300/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Cancellation! Discount! August 29-September 5th

Charming, peaceful, post and beam style, three-bedroom house nestled amid woods on quiet, private four-acre property off historic Tea Lane. Accommodations include two master bedrooms, guest room, sleeping loft, and two full baths. Ideal for two couples to share. Floor to ceiling windows in ground ....
Distance to beach: 3 miles to Lucy Vincent, the North Shore Sound
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 9 years

Property ID# 3051, Listed by: Paul Mohair

6 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,500 - $3,000/week,
Off Season:
$400 - $450/night, $2,100 - $3,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Private 3 bedroom 3 bath Cedar Home on Hill in Chilmark

Very private splendid 3 bedroom, 3 bath hilltop home with two master suites that have private baths, two fireplaces, and a large wraparound deck with hot tub that has a distant water view. Lucy Vincent Beach is a 10 minute drive and tennis is available nearby. The house has a fully equipped kitche....
Distance to beach: 10 minute drive to Lucy Vincent Beach
Key amenities: view of salt water, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, pets considered
Time active on this website: 8 years, 5 months

Property ID# 3473, Listed by: Marcia and Ken

6 3 3

Chilmark - Lucy Vincent Beach

Chilmark - Lucy Vincent Beach Martha's Vineyard vacation rental

Summer:
$5,000 - $7,000/week,
Off Season:
$3,000 - $4,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Lucy Vincent Beach Oceanfront Contemporary

From the moment you drive down the long, semi-private driveway to the house, you sense the solitude and beauty of the surroundings. The house is located on its own eight secluded acres on Upper Chilmark Pond and you are a short boat ride or walk to the popular Lucy Vincent Beach. Explore the ponds ....
Distance to beach: 2/10 mile walk or boat to Lucy Vincent Beach
Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 7 years, 3 months

Property ID# 4172, Listed by: Candace or Dennis Guittarr

6 3 1.5

Chilmark, Menemsha

Chilmark, Menemsha Martha's Vineyard vacation rental

Summer:
$500 - $800/night, $3,000 - $5,000/week,
Off Season:
$500 - $600/night, $2,000 - $3,000/week, $5,000 - $12,000/month,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Breathtaking Menemsha Views of Docks& Water Sunsets

Quintessential up-island 1920s house with walk to Menemsha beach & spectacular, panoramic water views & water sunsets looking west over Menemsha Harbor & Sound, Elizabeth Islands & Aquinnah Lighthouse. Doesn't get any more Vineyard than taking in the breathtaking views from the tranquil deck. Hou....
Distance to beach: 5-minute walk on private hillside path
Key amenities: view of fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 2 years, 7 months

Property ID# 13297, Listed by: Nathaniel

6 3 2

Chilmark (Menemsha)

Chilmark (Menemsha) Martha's Vineyard vacation rental

Summer:
$2,100 - $2,300/week,
Off Season:
$150 - $250/night, $1,200 - $1,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sunset House - Menemsha

You can enjoy the Menemsha Sunsets from your own private deck. This summer cottage was converted from an early fishing shack in the 1900s. It is a classic island cottage. It has views of Menemsha Creek, Menemsha Harbor and Menemsha Beach. From our property you will see sailboats in Vineyard Sou....
Distance to beach: 2 minute walk
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, VCR or DVD, fireplace
Time active on this website: 5 months

Property ID# 17311, Listed by: Barbara

6 3 1

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$1,300 - $1,800/week, $5,000 - $6,000/month,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Charming Chilmark Property

Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom newly renovated property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities include washer/dryer, gas fireplaces, TV in all rooms, outdoor shower, slate patio and beautifully lands....
Distance to beach: 3 miles to Lucy Vincent Beach
Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, handicap accessibility
Time active on this website: 5 years, 1 month

Property ID# 7701, Listed by: Steven Shapse

6 3 3

Chilmark

Chilmark Martha's Vineyard vacation rental
Click here to see a video of this Chilmark vacation rental.

Private Estate Guest House with Panoramic Ocean Views

This beautifully maintained, modern cape is situated on an eight-acre private Chilmark estate. From the home, you can enjoy spectacular views of the entire Vineyard Atlantic South Shore from Chappaquiddick to Squibnocket. The custom-built 1600 square foot house offers all amenities including hig....
Distance to beach: 1.5 mile to private Lucy Vincent Beach
Key amenities: view of salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 7 years, 11 months

Property ID# 3664, Listed by: John Roberts

6 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Beautiful Chilmark guest house close to the beach!

Contemporary Farmhouse designed with open cathedral living/kitchen/dining area; large master bath. New wrap-around deck and front porch. Great, private location on Hammett Lane, just a short drive to Menemsha/Lucy Vincent/Beetlebung Corner. House is newly furnished and equipped.....
Distance to beach: 2 and 1/2 miles
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, pets considered
Time active on this website: 6 years, 4 months

Property ID# 5556, Listed by: Nancy Grundman

6 2 1
Chilmark vacation rentals that sleep 5  

Chilmark

Chilmark Martha's Vineyard vacation rental
New as of 11/1/2009  

Summer:
$4,000 - $4,500/week,
Off Season:
$3,000 - $3,500/week,

Menemsha Pondfront Cottage with Private Beach Access

Offered for the first time on the rental market, this lovely cottage sits at the edge of Menemsha Pond in a private setting. No frills. Light and bright with floor to ceiling windows in every room. The views over the wetland to the pond are phenomenal. A truly magical spot to watch the glow of the M....
Distance to beach: 1/8 mile to private sandy beach on pond
Key amenities: on salt water and fresh water, walk to a salt water beach and walk to a fresh water beach, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: Less than a month

Property ID# 17961, Listed by: Conroy & Company

5 3 2.5
Chilmark vacation rentals that sleep 4  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,500 - $5,000/week,
Off Season:
$1,500 - $4,000/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

On Upper Chilmark Pond overlooking Lucy Vincent Beach

Premier location if you desire privacy, views and easy access to a beautiful beach. Inviting cottage with spacious deck and a lawn for croquet. One hundred yard walk to our dock where a canoe and two kayaks are available for a short paddle across to the ever popular Lucy Vincent Beach. Built in 2....
Distance to beach: 100 yards to dock, 6 min. paddle to beach.
Key amenities: on fresh water, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 2 years, 7 months

Property ID# 13169, Listed by: John and Caroline Moore.

4 2 1

Menemsha (Chilmark)

Menemsha (Chilmark) Martha's Vineyard vacation rental

Summer:
$1,400 - $1,900/week,
Off Season:
$1,300 - $1,500/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Tilton House - Menemsha Harbor Cottage

Enjoy the Menemsha Sunsets without leaving your house. Menemsha Cottage adjacent to Menemsha Harbor. Historic village cottage for four people. 100 feet to Menemsha Harbor and a two minute walk to the beach. Also, access to two exclusive town beaches: Squibnocket and Lucy Vincent. This summ....
Distance to beach: 2 minute walk
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV
Time active on this website: 5 months

Property ID# 17189, Listed by: Barbara

4 2 1

Chilmark

Chilmark Martha's Vineyard vacation rental


Off Season:
$1,100 - $1,400/week,

Bright contemporary cottage

This contemporary cottage has a small lawn, stone walls, and wooded privacy. The sun-filled living/dining room with windows on three sides has a cathedral ceiling with ceiling fan and Danish woodstove. The kitchen is spacious, bright and well outfitted. The newly built outdoor shower is roomy and....
Distance to beach: 4 miles
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 4 years, 6 months

Property ID# 9489, Listed by: Del

4 2 1

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $1,650/week,
Off Season:
$850 - $1,300/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Stonewall Beach Guest Cottage

The updated cottage features a waterview of Menemsha Pond/Vineyard Sound and private beach access to Stonewall Beach a 10 minute walk away. It is ideally suited for a couple, but does have a queen size sleep sofa for guests. The rooms are light filled with the warmth of random width oak floors and a....
Distance to beach: 1/2 mile to Stonewall Beach
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, washer&dryer, linens included, cable TV, VCR or DVD
Time active on this website: 6 years, 11 months

Property ID# 4029, Listed by: Bob

4 1 1
Chilmark vacation rentals that sleep 2  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $1,600/week,
Off Season:
$950 - $1,400/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Idyllic Cottage in Beautiful Setting

This is a delightful escape, offering privacy, convenience and all the creature comforts. Nestled in a six-acre private estate in exclusive Chilmark, this 700 SF, one-bedroom cottage has many special touches including a custom deck with outside shower; wide, hand-nailed oak floors peppered with orie....
Distance to beach: 5 miles to Lucy Vincent, the Island's best beach
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 9 years, 8 months

Property ID# 2470, Listed by: Mary

2 1 1

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,450 - $1,725/week,
Off Season:
$1,375 - $1,450/week,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

A Perfect Retreat

This is a very special, barn-style cottage, drenched in natural light, totally private and tranquil, on 3 acres bordered by 200 year old stone wall, in exclusive Chilmark area. Great room downstairs with post & beam custom kitchen and cathedral ceiling in the living area. Bedroom loft upstairs wit....
Distance to beach: 3.5 miles to Lucy Vincent, the island's best!
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, TV, VCR or DVD, fireplace
Time active on this website: 8 years, 3 months

Property ID# 3368, Listed by: Peggy & Randy

2 1 1